Vacation rentals with a pool in New Buffalo Township

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in New Buffalo Township

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Valparaiso

4.96 out of 5 average rating, 161 reviews

Private Cottage in Gated Nudist Community

We offer a private cottage on the grounds of Lake O the Woods Club. Cottage has Queen size bed, air conditioning, heater, refrigerator, microwave, TV, coffee maker, work/dining area, private deck and porta-potty. Payment of club daily grounds fee ($30-$60) is mandatory. Pricing on club website. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area . The cottage is sanitized after every rental. Fresh baked muffins are available in the morning.

Oct 11 – 18

G$13,153 GYD per night

Guest favorite

Home in New Buffalo

5.0 out of 5 average rating, 25 reviews

The Red Oak-home with fireplace, private pool

Say Yes to Michigan. Heated pool opens May 15. New this year for interested guest- 6 passenger Bentelli street legal cart available to rent during your stay Bring your family to Harbor country, home to the magnificent Lake Michigan coastal towns, fantastic restaurants, breweries and wineries. Interesting fact - The Red Oak got its name from the red oaks taken down due to construction and milled for the fence. Parking for 4 cars. Overflow parking at Whittaker & Buffalo. No street parking

Dec 14 – 21

G$96,002 GYD per night

Guest favorite

Home in New Buffalo

4.97 out of 5 average rating, 61 reviews

Stunning Lodge Home + Hot tub, 2 Enclosed Patios,

Vaulted ceilings, wood floors and beams enhance this 4 BR/2.5 BA home! Stylish Great Room w/ stone fireplace. 2 enclosed patios w/ wood views. Kitchen has wraparound granite top + hi-end appliances. All 4 BRs are well-appointed + cozy. 2 twin-sink vanities, stone tile BAs + a half-bath, with 2 King beds, a Queen and 2 twin-beds. Each floor has a couch-and-wide-screen-TV area. EV charger, hot tub + patio w/ firepit. Access to pool, outdoor theater + luxurious clubhouse! Near Lake MI beaches!

Oct 21 – 28

G$108,079 GYD per night

Guest favorite

Home in New Buffalo

4.93 out of 5 average rating, 30 reviews

Secluded Pool Playhouse: Hot Tub, Games, Fire Pit

Escape to New Buffalo, Michigan, and indulge in your dream getaway! This enchanting 4-bed, 2-bath retreat offers a hot tub, private pool, fire pit, and game room with a Poker table, bar, Nintendo Switch, and more. Enjoy a fully equipped kitchen with a dining table for 8. Four acres of serene surroundings provide the perfect setting for unforgettable moments. Only 6 minutes to downtown and 7 minutes to the beach. Create memories with loved ones. Pool open from Memorial Day to Labor Day.

Oct 1 – 8

G$106,757 GYD per night

Guest favorite

Home in Michigan City

4.97 out of 5 average rating, 153 reviews

5 Bedroom Luxury Home In Heart of Beachwalk Resort

Beautiful home in the heart of Beachwalk, across the street from Lake Kai, pools, basketball & tennis courts and 2 blocks to Lake Michigan. This home is bursting with charm. Front porch runs the width of the house. Dining area opens up to family room with a lovely fireplace. Stunning master bedroom w/walk-in closet and beautiful new bathroom with all the finishes. 3 more bedrooms upstairs, one with full bathroom attached and the other 2 sharing bathroom. 5th bedroom on the lower level.

Oct 9 – 16

G$72,632 GYD per night

Guest favorite

Home in Three Oaks

4.9 out of 5 average rating, 103 reviews

Luxe Life | Heated Pool | Hot Tub| Sleeps 10

Important notes: - Home is in HARBERT by the lakefront, NOT in Three Oaks - Hot tub open all year - Pool closed from October 23, 2023 through Memorial Day 2024 After a day of exploring Lake Michigan, Warren Dunes, or New Buffalo (just a quick 10-minute drive away), find your sanctuary at Mae's Place. Recharge by soaking in the inviting hot tub, sizzle up a delicious meal on the grill or in the kitchen, and cap off the evening around the fire pit while toasting marshmallows.

Oct 15 – 22

G$150,929 GYD per night

Guest favorite

Apartment in New Buffalo

5.0 out of 5 average rating, 16 reviews

Charming 1BR/1BA Retreat with private beach access

This airy space holds warmth in the details — wooden accents, walls the color of pine and sage, the faint smell of a campfire. One king bed features a cushy Casper mattress topped with plush Sferra linens. The bathroom, complete with Malin+Goetz bath products, keep things fresh. A small but mighty kitchenette is home to your morning coffee thanks to a Moccamaster coffee machine, fridge + microwave. If you must remain connected to the real world, the WiFi and TV are solid.

Mar 10 – 17

G$28,634 GYD per night

Guest favorite

Cottage in New Buffalo

4.94 out of 5 average rating, 141 reviews

Perfect Get Away - Private Hot Tub - Lots of Room

Gorgeous, New Buffalo cottage in the heart of New Buffalo. Perfect for families and friends ~ many areas for gathering within the home. Private hot tub off the back screened in porch and only ten steps away from large community pool. Walk to everything in NB - Whittaker is only 2 blocks away. Enjoy close proximity: beach, amazing restaurants in town (Stray Dog, Redamak's, etc.). The private hot tub makes this perfect place for social distancing with Family!

Oct 30 – Nov 6

G$140,434 GYD per night

Guest favorite

Cottage in Union Pier

4.96 out of 5 average rating, 173 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, pool, hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax and unwind in this luxurious updated getaway with plenty of sun filled space for all to enjoy year-round. Professional Wolf stove for the chefs. Book your stay today and create lasting memories!

Nov 25 – Dec 2

G$99,899 GYD per night

Guest favorite

Home in New Buffalo

4.91 out of 5 average rating, 269 reviews

Farmesque with a splash of modern

Turn back time with trough sinks and claw foot tub and cedar beams ,distressed floors and walls with a mix of modern. Galien river marsh across street full of nature and several bikes on property for your riding pleasure . Newly built 2019 , 3 blocks from Main Street downtown New Buffalo.6 blocks from beach , enjoy all local spots and coffee shop and grocery steps away . Dead end street in very quaint neighborhood, covered front porch enclosed rear porch .

Nov 19 – 26

G$64,421 GYD per night

Superhost

Guesthouse in Michigan City

4.87 out of 5 average rating, 120 reviews

Lagunitas Coach House in Beachwalk, Lake Michigan

Lagunitas Coach House is a sought after location on the quaint Thomas blvd cul de sac. It is the coach house to Gooch Life. It is the perfect get away spot for a couple or small family wanting to escape to the beautiful beach of Lake Michigan. Lagunitas and Gooch Life share the property but are separate structures. Lagunitas has a private entrance, amenities, and parking. Lagunitas sleeps 6, see pictures for bed configuartion.

Sep 17 – 24

G$47,701 GYD per night

Guest favorite

Townhouse in New Buffalo

4.94 out of 5 average rating, 89 reviews

Dunescape Beach Retreat, Downtown New Buffalo

Luxury & Location. A spacious beach getaway in the heart of down town New Buffalo and a short walk from the Marina and the beach. Start the day with the view from the rooftop deck before hitting the private Dunescape pool! Just over an hour from Chicago whether by car or train - the train station is just steps from Beach Retreat.

Sep 7 – 14

G$100,493 GYD per night